Bis<2-<(dimethylamino)methyl>phenyl> telluride | 149902-64-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Bis<2-<(dimethylamino)methyl>phenyl> telluride
• 英文别名: (o-C6H4CH2NMe2)2Te；1-[2-[2-[(dimethylamino)methyl]phenyl]tellanylphenyl]-N,N-dimethylmethanamine
• CAS: 149902-64-7
• 化学式: C₁₈H₂₄N₂Te
• 分子量: 396.002
• InChiKey: DUSPVUIKHJSDAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bis<2-<(dimethylamino)methyl>phenyl> telluride 在 dichloro(cycloocta-1,5-diene)palladium (II) 作用下， 生成
  参考文献：
  名称：

  Aspects of Intramolecularly Coordinated Organochalcogen Derivatives

  摘要：

  Recent progress in the area of intramolecularly coordinated organochalcogens, in particular, organoselenium derivatives, is reviewed. Intramolecular coordination facilitates isolation of (a) stable organoselenenyl iodides, (b) chiral diselenides, (c) organotriselenides, d) cleavage of Te-C bond, e) metal-free synthesis of chalcogenaaza macrocycles, and f) isolation of cyclic selenenate esters. The synthesis of organoselenium compounds incorporating two ortho-coordinating groups is also discussed.

  DOI：

  10.1080/10426500801898119
• 作为产物：
  描述：

  2,2'-ditellurobis<<(N,N-dimethylamino)methyl>benzene> 在 palladium on activated charcoal 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.33h， 以56%的产率得到Bis<2-<(dimethylamino)methyl>phenyl> telluride
  参考文献：
  名称：

  Thiol Peroxidase Activity of Diorganyl Tellurides

  摘要：

  A number of diorganyl tellurides, including diaryl tellurides, diheteroaryl tellurides, and alkyl aryl and dialkyl tellurides, were found to catalyze the reaction of hydrogen peroxide with thiols. The thiol peroxidase- activity of the compounds was assessed by using a H-1 NMR method previously developed in our laboratories. In this assay, thiols (N-acetylcysteine, tert-butyl mercaptan, and 1-octyl mercaptan) were oxidized in the presence of hydrogen peroxide and catalyst (0.3 mol %) and the time required to reduce the thiol concentration with 50 %, t(50), determined, In a series of 4,4'-disubstituted (R = H,Me, OH, OMe, NH2, NMe(2), NHPh, CF3) diphenyl tellurides 5, the catalytic activity increased when mesomerically electron-donating substituents were present. Attempts to correlate the catalytic efficiency, expressed as log t(50)(-1), With Hammett sigma p(+)-values were successful in the 1-octyl mercaptan (r = 0.97; n = 8) and tert-butyl mercaptan (r = 0.92; n = 8) systems. In order to study the effect of coordinating, basic, acidic, or neutral substituents on catalyst efficiency, a series of 2,2'-disubstituted (R = CH2OH, CH(2)NMe(2), COOH, COOMe, OH, OMe, NH2) diphenyl tellurides: 6 were prepared and evaluated in the three thiol systems. As compared with their 4,4'-disubstituted counterparts, the 2,2'-disubstituted compounds were generally less active. The poor catalytic activity of bis(2,6-dimethylphenyl) telluride indicates the importance of steric factors. A two-step mechanism, involving H2O2-oxidation of the diorganyl telluride to a tellurium(IV) dihydroxide and reduction by thiol with disulfide formation, is proposed to account for the observed catalysis. The similar tao values obtained in the tert-butyl mercaptan and 1-octyl mercaptan systems seem to indicate that oxidation is rate-determining in the catalytic process. This view was also corroborated by the structure/ activity results obtained with the 4,4'-disubstituted diphenyl tellurides 5, 1H NMR experiments and results obtained using spoorer oxidant (tert-butyl hydroperoxide) in the standard 1-octyl mercaptan assay.

  DOI：

  10.1021/jo00087a008

文献信息

• Synthesis and characterization of sterically encumbered Li, Na, and K aryl tellurolates, and some Pt(II), Ir(I), and Cd(II) derivatives
  作者：Philip J. Bonasia、John Arnold

  DOI：10.1016/0022-328x(93)80118-u

  日期：1993.5

  The synthesis, isolation, and characterization of several alkali metal aryl tellurolates of general formula (2,4,6-R3C6H2)TeM(sol) n (R  Me, iPr, tBu; M  Li, Na, K; sol = THF, n = 1.33, 1.5, 2.5, 3; sol = DME, n = 1; sol = TMEDA, n = 1; sol = 18-crown-6, n = 1) is reported. Reduction of (2,4,6-Me3C6H2)2Te2 and (2,4,6-iPr3C6H2)2Te 2 with 2 equiv of LiEt3BH in THF affords the corresponding lithium

  几种通式（2,4,6-R 3 C 6 H 2）TeM（sol）n（RMe，i Pr，t Bu; MLi，报道了Na，K; sol = THF，n = 1.33，1.5，2.5，3; sol = DME，n = 1; sol = TMEDA，n = 1; sol = 18-crown-6，n = 1）。（2,4,6-Me 3 C 6 H 2）2 Te 2和（2,4,6- i Pr 3 C 6 H 2）2的还原在THF中具有2当量的LiEt 3 BH的Te 2提供相应的碲酸锂1和2。将Te直接插入（2,4,6- t Bu 3 C 6 H 2）Li（THF）3在THF中的CLi键中会生成3，而Te金属与（o -C 6 H 4的类似反应CH 2 NMe 2）Li提供螯合的碲铝酸盐4。Na / Hg汞齐对（2,4,6-Me 3 C 6 H 2）THF溶液的作用2 Te 2或（2,4,6- i Pr
• Facile Cleavage of Organochalcogen Hybrid (NEEN, NEN, EN, where E = Se or Te) Ligand C−E and E−E Bonds by Pd(II)
  作者：Rupinder Kaur、Saija C. Menon、Snigdha Panda、Harkesh B. Singh、Rajan P. Patel、Ray J. Butcher

  DOI：10.1021/om801015e

  日期：2009.4.27

  dinuclear complexes [PdCl(SeC5H3CH(Me)NMe2-2)Fe(C5H5)}]2 (19 and 20). Reaction of achiral ditelluride, R2Te2 (R = 2-Me2NCH2C6H4) (10), with a Pd(II) chloride complex gives a novel dinuclear complex, [PdCl(TeC6H4CH2NMe2-2)]2 (21), and the dimeric tellurium complex (RTeCl)2 (22), whereas the reaction of chiral Schiff base tridentate tellurium ligand R′2Te (R′ = 2-C6H4CH═NCH(Me)C6H5) (11) with a Pd(II) chloride

  描述了手性杂化配体R 2 * SE 2（R * = 2-Me 2 NCH（Me）C 6 H 4）（9）及其一些衍生物的合成和表征。的反应9与钯（II）氯化物络合物引线与SE-SE键的裂解和形成相应的氯化物areneSElenenyl，R * SECL（18）。但是，[ RS ; RS ]和[ SR ; SR ]双[2- 1-（二甲基胺）乙基}二茂铁基]二硒化物（7和8）与氯化钯（II）配合物在相同条件下得到双核配合物[PdCl （SEC 5 H 3 CH（Me）NMe 2 -2）Fe（C 5 H 5）}] 2（19和20）。非手性二碲化物R 2 Te 2（R = 2-Me 2 NCH 2 C 6 H 4）（10）与氯化钯（II）的反应生成了一种新型的双核络合物[PdCl（TeC 6 H 4 CH 2） NMe 2 -2）] 2（21），以及二聚碲络合物（RTeCl）2（22），而手性席夫碱的三齿碲的反应配位体R'
• Syntheses and Characterization of Hybrid Bi- and Multidentate Tellurium Ligands Derived from N,N-Dimethylbenzylamine: Coordination Behavior of Bis[2-((dimethylamino)methyl)phenyl] Telluride with Chromium Pentacarbonyl
  作者：Rupinder Kaur、Harkesh B. Singh、Ray J. Butcher

  DOI：10.1021/om00010a043

  日期：1995.10

  A range of bi- and multidentate tellurium ligands containing both Te and N donor atoms have been synthesized and characterized by multinuclear NMR (H-1, C-13, 125Te), MS, and single-crystal X-ray diffraction studies. Bidentate ligand 2-NMe(2)CH(2)C(6)H(4)TeMe (4) was obtained from the reaction of 2-NMe(2)CH(2)C(6)H(4)TeLi (3) with MeI. The reaction, in addition to the expected telluride 4, afforded the novel 2-NMe(2)CH(2)C(6)H(4)TeI (5) and the tridentate ligand (2-NMe(2)CH(2)C(6)H(4))(2)Te (6) in poor yields. The compound is monomeric with weak intermolecular contacts between the Te and iodine atoms from adjacent molecules. Alternatively, ligand 6 has been obtained by the reaction of 2-NMe(2)CH(2)C(6)H(4)Li (2) and TeI2,, and its bonding capabilities have been evaluated. Ligand 6 displaces the THF ligand in Cr(CO)(5)THF to give the complex Cr(CO)(5)(2-NMe(2)CH(2)C(6)H(4))(2)Te (13) in which the ligand is bonded only through Te. Reaction of 6 with Cr(CH3CN)(3)(CO)(3) also gives the same complex 13. Structures of the free Ligand and its complex have been determined. Ligand 6 crystallizes in monoclinic space group P2(1)/n with a 10.2310(10) Angstrom, b = 5.6110(10) Angstrom, c = 32.010(3) Angstrom, beta 97.13 degrees(1), V = 1823.4(4) Angstrom(3), Z = 4, D-c = 1.443 mg/m(3) (Mo K alpha radiation at 293(2) K). The Te atom is pyramidal, and the Cr-Te distance of 2.6665 (9) Angstrom is the shortest known. The bidentate ligand 2-NMe(2)CH(2)C(6)H(4)TePh (7) has been similarly obtained from 2 by reaction with PhTeBr. Oxidative workup of 3 afforded the ditelluride (2-NMe(2)CH(2)C(6)H(4))(2)Te-2 (8). Reaction of 8 with diazomethane gave the telluroether ligand (2-NMe(2)CH(2)C(6)H(4)Te)(2)CH2 (9). Other multidentate ligands of the type (2-NMe(2)CH(2)C(6)H(4)Te)(2)E (10-12) (E = (CH2)(3), S, Se)were obtained by the reaction of Br(CH2)(3)Br, S, and Se with 3, respectively.
• Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M., J. Org. Chem, 59 (1994) N 8, S 1973-1979
  作者：Engman Lars, Stern David, Pelcman Mikael, Andersson Carl M.

  DOI：——

  日期：——